With the foundation of a long and proud heritage, world-renowned quality, innovation, and fashion forward styling, Bailey Hats of Hollywood continues to be a leader in the western, fashion and casual hat arena for men.

  • Sale! Holland Hats Bailey Chiron Tan

    Bailey Chiron Cotton/Linen Ivy Style Cap

    Bailey Chiron Cotton/Linen Ivy Style Cap

    Colors
    Sizes
    $55.00 $46.75

    Bailey Chiron Cotton/Linen Ivy Style Cap-

    The Bailey of Hollywood Chiron is a classic flat cap boasting a dapper plaid pattern. This cotton and linen blend cap is lightweight and comfortable, perfect for the spring and summer seasons. It is fully lined and finished with a comfort sweatband. The Chiron is part of the Bailey of Hollywood Breed collection; hats that represent a forward-thinking, creative aesthetic.

    Style Ivy Caps & Flat Caps
    Collection Breed by Bailey
    Fabric Cut & Sew, Cotton, Linen
    Material 60% Cotton
    40% Linen
    Crown Flat
    Season Spring/Summer
  • Sale! Holland Hats Bailey of Hollywood - Spencer - Made in USA

    Bailey of Hollywood – Spencer – Made in USA

    Bailey of Hollywood – Spencer – Made in USA

    Color
    Sizes
    $78.00 $68.50

    Bailey of Hollywood – Spencer – Made in USA – The Spencer is made with a LiteStraw® finish that is durable, flexible, and water-repellent. It’s universally flattering teardrop crown and 2 3/8″ down-brim provide ample sun protection for those hot summer days. This hat is proudly crafted in the U.S.A.

    Brand Bailey of Hollywood
    Shape Fedora
    Material 100% LiteStraw
    Brim 2 3/8″
    Crown Teardrop
    Season Spring/Summer
    Made in USA Made in USA
    Water Resistant Water Repellent
  • Sale! Holland Hats Bailey Brooks Authentic Panama Fedora

    Bailey Brooks Authentic Panama Fedora Hat

    Bailey Brooks Authentic Panama Fedora Hat

    Color
    Sizes
    $150.00 $116.00

    Bailey Brooks Authentic Panama Fedora Hat – Brooks was here. Since 1922, Bailey has been setting the benchmark for dress and casual headwear. Handcrafted with pride using only the finest available materials, the Bailey of Hollywood Brooks hat sports a hand-woven cuenca weave pattern that jumps out at the viewer. Perfect to wear under the overbearing summer sun, the 100% genuine panama straw Brooks protects you accordingly. Forget about sunglasses, the casual brim on this hat will provide all the protection you need.

    Free Same Day Shipping!

     

    Brand Bailey of Hollywood
    Shape Fedora
    Material 100% Straw
    Brim 2 3/8 inches
    Crown Pinch Front
    Season Spring/Summer

     

  • Sale! Holland Hats Bailey Thurman Panama Fedora - Made in USA

    Bailey Thurman Panama Fedora – Made in USA

    Bailey Thurman Panama Fedora – Made in USA

    Colors
    Sizes
    $155.00 $119.00

    Bailey Thurman Panama Fedora – Made in USA – Bailey Thurman Premium Panama featuring a 2-1/2″ brim, pinch front and crease, grosgrain hat band and finished underwelt brim.

    Free Same Day shipping

    Our Est.1922 hat highlights heritage and distinctive styles that are classic, timeless and essential to every Bailey man of style who appreciates distinctive details with decades of quality, craftsmanship and experience. We took shapes from the archives and tweaked them for the contemporary man. This hat is made from Genuine Panama, hand woven in Ecuador, an art inherited from Incan ancestors using the sustainable Toquilla plant.